340161-32-2

Basic information

• Product Name: (S)-2-amino-1-(ethylsulfanyl)-3-phenylpropane
• Synonyms: (S)-2-amino-1-(ethylsulfanyl)-3-phenylpropane
• CAS NO: 340161-32-2
• Molecular Weight: 195.329
• Mol File: 340161-32-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (S)-2-amino-1-(ethylsulfanyl)-3-phenylpropane(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-amino-1-(ethylsulfanyl)-3-phenylpropane(340161-32-2)
• EPA Substance Registry System: (S)-2-amino-1-(ethylsulfanyl)-3-phenylpropane(340161-32-2)

Safety Data

• Hazardous Substances Data: 340161-32-2(Hazardous Substances Data)

Upstream product

• 66605-57-0 (S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol 
• 3182-95-4 L-Phenylalaninol 
• 141403-49-8 (2S)-2-[N-(tert-butoxycarbonyl)amino]-3-phenyl-O-(4-methylphenylsulfonyl)propan-1-ol 
• 126301-19-7 (2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropyl methanesulfonate 
• 167421-92-3 tert-butyl (S)-N-[1-(ethylsulfanylmethyl)-2-phenylethyl]carbamate 

Relevant articles and documents

Chiral lithium amido sulfide ligands for asymmetric addition reactions of alkyllithium reagents to aldehydes

Six chiral amino sulfides have been synthesised from the amino acids phenylalanine, phenylglycine and valine. These amino sulfides were used as chiral ligands in the asymmetric addition of n-butyllithium and metyllithium to various aldehydes at low temperatures. The highest stereoselectivities were obtained with benzaldehyde, resulting in 1-phenyl-1-pentanol and 1-phenyl-1-ethanol in enantiomeric excesses of >98.5 and 95%, respectively. These stereoselectivities were significantly higher than those induced by the ether analogues.

New chiral auxiliaries for the construction of quaternary stereocenters by copper-catalyzed Michael reactions

The construction of quaternary stereocenters with 95-99% ee at ambient temperatures can be achieved by a copper-catalyzed Michael reaction with the application of α-amino acid amides as chiral auxiliaries [Eq. (1)]. These amides can be obtained in a few steps from the α-amino acids with standard transformations and, after the Michael reaction, they can be quantitatively recovered. Exclusion of water and oxygen is not necessary.